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<span>South East Holiday Cottages</span>

South East Holiday Cottages

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South East Holiday Cottages

Encompassing Buckinghamshire, Hampshire, Kent, Berkshire, East Sussex, the Isle of Wight, Surrey, Oxfordshire and West Sussex, the South East of England really does have something for everyone, and every budget. For this reason, it's a popular choice for families, couples and individuals in search of a UK holiday.

Choose from adventures in the countryside, laidback days on the beach, theatre trips, shopping breaks, luxury spa experiences and more. Explore the natural beauty that this area of the UK has to offer and make memories that last a lifetime in places like Oxford, Milton Keynes, Brighton and Southampton.

If you're looking to find the perfect break, you'll be impressed with our range of holiday homes - some of which are dog-friendly. From barn conversions in the countryside to luxury houses in the city, many of them come with luxuries like swimming pools and hot tubs. Plus, when you choose us to book your accommodation, you can benefit from the best prices and last-minute deals. Interested?

Best locations for a cottage in the South East

As one of the nine official regions in England, this area of the UK has the perfect combination of coastal, country and city, and makes for a fantastic staycation.

Best things to do in the South East

Shopping, walking, relaxing or playing sports - there's always something to do in the South East, whatever the weather.

British Airways i360 Viewing Tower
SeaCity Museum
Spinnaker Tower
New Forest Wildlife Park
Oxford Botanic Garden

Read more > less >

South East Cottages

2

Surrey

Thames Retreat

Ref: S842894

1

2

The village of Wraysbury is settled in the Royal Borough of Windsor and Maidenhead on the east bank of the River Thames between Windsor and Staines-upon-Thames. Within the village itself you’ll find two charming pubs, The George at Wraysbury and...

From

£72

per night

1

Hampshire

Lower Whiteflood Farm Cottage

Ref: S778910

Reviews 3

2

2

Situated on the River Itchen, Twyford is a village in Hampshire, around three miles south of Winchester. It rests just within the borders of the South Downs National Park and offers a delightful array of amenities, including charming pubs such as...

From

£101

per night

1

East Sussex

Cottage in Sussex

Ref: S841802

2

4

This charming countryside retreat, perfect for couples and small families, is part of a row of former railway worker cottages, with the train station nearby that offers easy access to Rye, Hastings and beyond. Located on the edge of Winchelsea,...

From

£104

per night

1

East Sussex

Little Holmans

Ref: S778208

Reviews 3

1

2

Lewes is the beautiful county town of East Sussex resting between Offham and Beddingham with Glyndebourne close by. The town is well-known for its wide variety of historic buildings and its prime position within the South Downs National Park,...

From

£69

per night

Kent

1 Little Ripple Cottages

Ref: S604829

Reviews 11

1

2

Wye, a little village between Ashford and Canterbury, is located in the Kent Downs Area of Outstanding Natural Beauty. The picturesque village was once home to a popular racecourse and is overlooked by the Wye Downs area of chalk downland and...

From

£60

per night

Kent

Cottage in Kent

Ref: S525670

1

2

Situated in a beautiful location in the Kent countryside at the end of the owner's garden this enchanting cottage offers a couple's escape from the everyday. Within walking distance of the village pub, and with many local footpaths leading from...

From

£107

per night

2

Isle of Wight

Bungalow in Isle of Wight

Ref: S842798

2

4

This lovely holiday home for four is set on the outskirts of the bustling seaside town of Ventnor. Ventnor boasts a busy high street offering a wide selection of independent restaurants, shops and bars. Why not visit the island s famous ice cream...

From

£78

per night

Kent

Cottage in Kent

Ref: S232439

1

2

Situated in a peaceful location in Kent s Area of Outstanding Natural Beauty, this enchanting shepherds hut offers a rural escape from everyday life. When not exploring the many footpaths that forge the rolling countryside, guests can head into...

From

£110

per night

Oxfordshire

Thelwall Cottage

Ref: S287441

Reviews 38

1

2

The historic village of Addingham nestles in the valley of the River Wharfe between Ilkley and Skipton, just 3 miles from the Dales National Park at Bolton Abbey. In the Doomsday Book, Addingham is referred to as 'Ediham', which probably meant...

From

£89

per night

Isle of Wight

Cottage in Isle of Wight

Ref: S425729

2

4

Escape to this perfectly positioned, quaint, two bedroom cottage located in the heart of the bustling seaside resort of Ventnor. A beloved resort on the south of the island, Ventnor has something for everyone to enjoy and this cottage is located...

From

£82

per night

4

East Sussex

Cottage in Sussex

Ref: S371603

2

4

This quaint cottage is conveniently located on the main road in the heart of the village of Three Oaks, with easy access to the friendly local pub serving great food. For keen walkers and your four legged friends you can take advantage of numerous...

From

£194

per night

Isle of Wight

Cottage in Isle of Wight

Ref: S230389

3

6

This superb cottage dating back to 1880 features dazzling sea views from all of the main rooms. Located in a quiet and attractive part of town, at the end of a no through road without passing traffic, the accommodation is artfully decorated and...

From

£187

per night

Isle of Wight

Cottage in Isle of Wight

Ref: S684759

2

4

This charming 17th century stone cottage offers an excellent location between the quaint towns of Shanklin and Ventnor on the Isle of Wight. In Shanklin (I.6 miles) you can descend Shanklin Chine, a picturesque gorge that leads down to the sea,...

From

£85

per night

Isle of Wight

Cottage in Isle of Wight

Ref: S591531

1

2

Built in 2022, this gorgeous shepherd s hut offers a luxury glamping experience in the small village of Newchurch. Set just off a secluded bridleway, it s the perfect base for walkers and cyclists alike. Why not visit the local pretty village of...

From

£83

per night

1

Hampshire

Bramley Nook

Ref: S4616

Reviews 37

1

2

Damerham lies in an attractive Area of Outstanding Natural Beauty on the Hampshire side of the borders with Dorset and Wiltshire. Just a short drive will bring you to the edge of the New Forest National Park, home to the famous wild ponies.

From

£61

per night

Medway

The Lazy Bee

Ref: S811819

Reviews 1

1

2

This stunning shepherd’s hut provides a cosy retreat, perfect for couples to unplug and unwind. It offers a unique blend of traditional charm and modern comfort and has been thoughtfully designed, making it an ideal escape for a peaceful getaway....

From

£91

per night

East Sussex

Wood Glen Cottage

Ref: S24841

Reviews 27

1

2

Surrounded by Sussex countryside and nestled within the glorious High Weald Area of Outstanding Natural Beauty, the small village of Rushlake Green is ideally situated for walking, cycling and birdwatching. The village has a friendly local shop...

From

£67

per night

1

East Sussex

Cottage in Sussex

Ref: S229284

2

4

Renowned for the famed 1066 Battle of Hastings that took place in its very own landscapes, Battle is a truly intriguing town brimming with history and charm. Being home to a great number of restaurants, shops and tea rooms as well makes Battle a...

From

£107

per night

1

Oxfordshire

Ridgeway

Ref: S372313

Reviews 16

1

2

Nestled in the heart of Oxfordshire rests the rural village of Uffington, just above the Berkshire Downs. The quaint village boasts a well-stocked village shop, a handy post office and a traditional local pub. There is a host of sights and...

From

£54

per night

Kent

Little Aluph

Ref: S810207

Reviews 1

2

3

Settled in the breath-taking Kent Downs Area of Outstanding Natural Beauty is the charming village of Wye which lies between Ashford and Canterbury. The charming village has historic roots as an important communication centre thanks to the ford...

From

£98

per night

East Sussex

Cottage in Sussex

Ref: S230640

1

2

This charming property is located close to the village of Pett, which boasts two pubs, a farm shop, post office and family butcher. Surrounded by the High Weald Area of Outstanding Natural Beauty, this cottage is perfect for keen walkers looking...

From

£112

per night

Hampshire

Oak Barn

Ref: S102489

3

6

This stunning barn conversion is an absolute must for anyone wanting to spend a relaxing time away surrounded by fields in the tranquil village of Damerham to the west of Fordingbridge. Light and airy with high ceiling and galleried landing Oak...

From

£121

per night

1

Kent

The Old Dairy

Ref: S59280

Reviews 18

1

2

Next door to the owners' fabulous oast barn, The Old Dairy is the second holiday home provided by the owner. It is set down a quiet country lane with wonderful walks from your doorstep, and the owner's 20 acres for your dog to explore. A great...

From

£88

per night

1

Isle of Wight

The Retreat

Ref: S92102

Reviews 36

1

2

This village sits two miles from the coast on the Isle of Wight. Wroxall and the surrounding area offers something to suit every taste. Here there is The Star Inn serving food, as well as a convenience store. You can also find the Donkey Sanctuary...

From

£60

per night

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Showing 1 - 24 of 3360 properties

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